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Milwaukee vacation rentals

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Top-rated vacation rentals in Milwaukee

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

SUPERHOST
  1. Entire rental unit
  2. Milwaukee
Flexhome Brewery District M4 - Fiserv+Gym+Parking

This Flexhome is situated in one of Milwaukee's most historic buildings, the old Pabst malt house. Architectural features include original Cream City brick, exposed beams, arched windows, and city skyline views. The building is fully loaded with amenities including a fitness center, theater, work/study booths, and a game lounge with darts, pool, and bags (otherwise known as cornhole).

$59 per night
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  1. Entire rental unit
  2. Walker's Point
Flexhome Walker's Point Studio A3

This historic loft sits at the border of Walker’s Point and the Third Ward in the heart of Milwaukee’s restaurant and brewery district. Live like you would at home with a fully equipped kitchen, in-unit laundry, and space to work, read, and relax. Start the day with a cortado at Colectivo, sip hand-crafted cocktails at Black Sheep, or enjoy pizza and craft beer at Fixture Pizza Bar - all within walking distance from your new home base.

$53 per night
SUPERHOST
  1. Entire rental unit
  2. Lower East Side
Flexhome East Side Vintage Studio F1 Brady+Balcony

With quick access to Brady St, the beach, and Downtown Milwaukee, this home is ideally located for first-timers discovering the city and for regulars enjoying their favorite spots.

$41 per night

Vacation rentals for every style

Get the amount of space that is right for you

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Milwaukee beach vacation rentals

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  1. Entire rental unit
  2. Cedarburg
CEDAR CREEK APARTMENT UPPER DUPLEX +30 DAYS
$72 per night
  1. Entire home
  2. Milwaukee
Budget Guest House #1. Private & Free Parking
$78 per night
SUPERHOST
  1. Entire home
  2. Hubertus
Bark Lake, Entire Home, Private Lake Frontage 50ft
$220 per night
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  1. Camper/RV
  2. Bay View
70s City Glamping RV By Lake, Unique Boho Retreat
$105 per night
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  1. Entire home
  2. Racine
Fisherman's Net Beachouse
$100 per night
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  1. Entire townhouse
  2. Bay View
Charming Vintage Farmhouse 3 Bedroom Oasis
$150 per night
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  1. Entire bungalow
  2. Bay View
Bay View, Private, Sunny, Garden, Bungalow
$138 per night
  1. Entire home
  2. Glendale
Riverfront Retreat ~ 4 Mi to Downtown Milwaukee!
$295 per night
SUPERHOST
  1. Entire home
  2. Racine
Root River Home - Waterfront property - Sleeps 8+
$243 per night
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  1. Entire rental unit
  2. Shorewood
English Tudor - Upper Flat blocks from the beach
$247 per night
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  1. Boat
  2. Racine
Vessel: "Me Time" - 28 Carver @ Reef Point W1-19
$113 per night
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  1. Entire home
  2. Waterford
White Pine Villa on the Fox River- great sunsets!
$453 per night

Downtown Milwaukee vacation rentals

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  1. Private room
  2. Bay View
The Barr House in Bayview
$30 per night
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  1. Entire rental unit
  2. Milwaukee
Flexhome East Side Vintage Studio B3
$41 per night
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  2. Milwaukee
Flexhome East Side Vintage 1BR B4
$39 per night
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  1. Private room
  2. Saint Francis
Ginkgo House - Traditional arts & crafts home
$51 per night
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  1. Entire guest suite
  2. West Allis
Modern upper duplex. Travel RN+ business travelers
$74 per night
  1. Entire condo
  2. Milwaukee
Better than an extended stay 8503
$40 per night
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  1. Entire rental unit
  2. Bay View
Bay View Apartment with Park Views
$77 per night
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  1. Private room
  2. Milwaukee
2-15 min from everywhere....Central Location!
$34 per night
  1. Private room
  2. Milwaukee
Cozy Private Rooms available in Milwaukee - Rm3
$25 per night
SUPERHOST
  1. Entire rental unit
  2. Lower East Side
The Office Studio near Brady St w/Free Parking
$72 per night
  1. Entire condo
  2. Milwaukee
Corporate monthly short term home sweet home 8545
$50 per night
  1. Private room
  2. Milwaukee
The Fortress - Room 5
$39 per night

Milwaukee fishing vacation rentals

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  1. Entire loft
  2. Milwaukee
One Bedroom loft in Downtown Milwaukee
$110 per night
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  1. Entire condo
  2. Walker's Point
Upscale 1BD on the River by Summerfest
$174 per night
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  2. Milwaukee
The Castor House. A hip riverside warehouse loft.
$168 per night
  1. Entire rental unit
  2. Milwaukee
Contemporary Upper East Side 4bd/2bth+loft+garage!
$183 per night
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  1. Entire condo
  2. Bay View
Bay View - Lake View on the Park w/Secret Lounge
$232 per night
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  1. Entire home
  2. Bay View
Bay View -Lake View- Classic Look New Construction
$253 per night
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  1. Entire home
  2. Riverwest
Boathouse Historic Landmark
$223 per night
  1. Entire home
  2. Racine
Lovely Upper Unit, Steps to the Beach and Zoo
$92 per night
  1. Entire home
  2. Racine
NorthBeach Retreat 5BR, short walk to zoo & beach
$276 per night
  1. Entire condo
  2. Milwaukee
Historic 1920s Suite w/Lake Views+Full Kitchen+Gym
$214 per night
  1. Entire home
  2. Racine
LAKE MICHIGAN LAKEFRONT ESTATE! STUNNING PROPERTY
$375 per night
SUPERHOST
  1. Entire rental unit
  2. Lower East Side
Unique Eastside Apartment with Garage Parking
$73 per night

Your guide to Milwaukee

All About Milwaukee

Milwaukee, Wisconsin’s largest urban area, is a vibrant Great Lakes city that retains its industrial past while pouring energy and investment into the cultural life of its distinctive neighborhoods, its charming downtown with late 19th-century buildings, and its waterfront district with views of Lake Michigan. Three rivers — the Milwaukee, the Kinnickinnic, and the Menomonee — pass through town, and you can kayak and canoe along the urban river trails. During the summer, enjoy a swim in the crisp Lake Michigan water at Bradford Beach.

The Old World Third Street Historic District is the best place to immerse yourself in Milwaukee’s German roots. You’ll want to come hungry to this area of town, home to restaurants serving Bavarian favorites like wiener schnitzel and bratwurst. The Milwaukee Public Market is an indoor marketplace with 20 local vendors selling craft cheeses, fresh seafood, and prepared foods. Just outside the city center, you can spend hours wandering through the historic neighborhoods of the Lower East Side or Murray Hill, admiring the Victorian homes.


How do I get around Milwaukee?

The closest airport is Milwaukee Mitchell International Airport (MKE), just a 10-minute drive from the city center. From there you can easily take a cab, ride-hailing service, or a shuttle to your vacation rental in Milwaukee. A public bus route also connects the airport to the center of town; the ride takes around 30 minutes. Getting around downtown is easy, as many destinations are within walking distance of one another. You can also take the Hop Streetcar or the extensive bus system to get around town, or take advantage of the city’s bike-sharing system and explore on two wheels. If you plan on visiting other parts of Wisconsin, it may be a good idea to rent a car at the airport.


When is the best time to stay in a vacation rental in Milwaukee?

Milwaukee experiences extreme weather conditions, and although the temperature changes drastically throughout the year, there is plenty to do indoors and outside, making it a great year-round destination. The summer is a perfect time to visit Milwaukee’s beautiful waterfront, as the longer days are hot and, in late July through early September, humid. Spring in Wisconsin moves from melting snow and slush to wildflowers around April, and from late September through the end of November, you’ll see the city splashed with the colors of autumn leaves. Winters are cold, with freezing winds coming off the lake, so make sure you bring warm outerwear. You’ll want to browse museums then, try German beers along the Old World Third Street Historic District, or even test out your cross-country skis in the outlying parks.


What are the top things to do in Milwaukee?

Milwaukee Public Museum

This museum of natural and human history has three floors filled with more than 4 million artifacts, making it the largest museum in Wisconsin. Experience interactive exhibits where you can walk in the footsteps of dinosaurs, stroll through the streets of Old Milwaukee, check out a recreated European village, or learn about the ancient crossroads of Europe, Africa, and Asia. You can also visit the planetarium.

Milwaukee RiverWalk

Once a thriving industrial area, the banks of the Milwaukee River are now home to a pedestrian path lined with bars, restaurants, and gardens. Starting at the historic Pierhead Lighthouse, the Milwaukee RiverWalk stretches an impressive 20 blocks through downtown. During the warmer months, the restaurant patios along the boardwalk hum with diners.

National Bobblehead Hall of Fame and Museum

Home to more than 6,500 bobbleheads that date back decades, the National Bobblehead Hall of Fame and Museum is one of the city’s quirkiest attractions. Search for bobbleheads of your favorite baseball players, actors, cartoon characters, and politicians. You can also learn about the history of bobbleheads and how they are made.